Ammonium Chloride → HCID 10797271, compound

HRID 1748321Notes

Reaction equation

HRID 1748321 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH3:10])[C:5]([N+:11]([O-])=O)=[CH:4][CH:3]=1.[Cl-].[NH4+]>C(O)C.O.CCOC(C)=O.[Fe]>[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH3:10])[C:5]([NH2:11])=[CH:4][CH:3]=1

Participants

7

Reactant 2

HCID 25517Ammonium ChlorideHCID 107267696-CHLORO-N-ETHYL-3-NITROPYRIDIN-2-AMINE

Product 1

HCID 10797271HCID 10797271, compoundYield 100%

Reagents, catalysts & solvents 4

HCID 23925IronCatalystHCID 702EthanolSolventHCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
140 °C

Procedure

To a solution of 6-chloro-N-ethyl-3-nitropyridin-2-amine (1.82 g, 9.04 mmol) in ethanol (20 mL) is added iron powder (2.52 g, 45.2 mmol) followed by a solution of ammonium chloride (2.42 g, 45.2 mmol) in water (8 mL). The mixture is heated in a microwave reactor at 140° C. for 30 min. The mixture is diluted with EtOAc, filtered and evaporated to afford the title compound as a brown oil (1.55 g, 100%) which was used in the next step without purification.

Workup

  1. filtrationfiltered
  2. customevaporated

Sources & evidence

ORD record
ord-89972770bdcd46948f25ecb05a653859
Source dataset
uspto-grants-2015_10
Patent number
US09150577B2

Reaction notes

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